Reaktion #1807689

Reaktionsgleichung

(2S)-2-[2-(4-chlorophenoxy)-1-hydroxyethyl]-1-[N-(3-phenylpropionyl)-L-prolyl]pyrrolidine

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title compound

Ausbeute 53.7%

(2S)-2-(4-Chlorophenoxyacetyl)-1-[N-(3-phenylpropionyl)-L-prolyl]pyrrolidine

Ausbeute 53.7%

Lösungsmittel

DMSO

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with 1N hydrochloric acid, saturated aqueous solution of sodium bicarbonate and saturated brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (eluate: chloroform-methanol)

Vorschrift

To a solution of (2S)-2-[2-(4-chlorophenoxy)-1-hydroxyethyl]-1-[N-(3-phenylpropionyl)-L-prolyl]pyrrolidine (1.59 g) in DMSO (10 ml) was dropwise added a solution of sulfur trioxide-pyridine complex (2.69 g) in DMSO (10 ml), followed by 1 hour's stirring at room temperature. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, saturated aqueous solution of sodium bicarbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (eluate: chloroform-methanol) to give 0.85 g of the title compound.

Quelle